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首页> 外文期刊>Chemistry: A European journal >Palladium-Catalysed Cross-Coupling Reactions Controlled by Noncovalent Zn···N Interactions
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Palladium-Catalysed Cross-Coupling Reactions Controlled by Noncovalent Zn···N Interactions

机译：由非共价Zn控制的钯催化的交叉耦合反应···相互作用

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摘要

Non-covalent interactions between halopyridine substrates and catalytically inert building blocks, namely zinc(II)-porphyrins and zinc(II)-salphens, influence the catalytic outcome of Suzuki-Miyaura and Mizoroki-Heck palladium- catalysed cross-coupling reactions. The weak Zn···N interactions between halopyridine substrates and zinc(II)-containing porphyrins and salphens, respectively, were studied by a combination of ~1H NMR spectroscopy, UV/Vis studies, Job- Plot analysis and, in some cases, X-ray diffraction studies. Additionally, the former studies revealed unique supramolecular polymeric and dimeric rearrangements in the solid state featuring weak Br···N (halogen bonding), C-H···π, Br···π and π···π interactions. The reactivity of halopyridine substrates in homogeneous palladium-catalysed cross-coupling reactions was found to correlate with the binding strength between the zinc(II)-containing scaffolds and the corresponding halopyridine. Such observation is explained by the unfavourable formation of inactive over-coordinated halopyridine···palladium species. The presented approach is particularly appealing for those cases in which substrates and/or products deactivate (or partially poison) a transition-metal catalyst.
机译：卤代吡啶基材和催化惰性构建块之间的非共价相互作用，即锌（II） - 普洛林和锌（II） - 影响Suzuki-miyaura和Mizoroki-Heck钯催化的交叉偶联反应的催化结果。通过〜1H NMR光谱，UV / VIS研究，作业区分析，分别研究了氟吡啶底物和锌（II）卟啉衬底和锌（II）锌（II）锌（II）锌（II）的相互作用，在某些情况下， X射线衍射研究。另外，前面的研究揭示了具有弱Br··n（卤素键合），C-H···π，BR···π互动的固态中独特的超分子聚合物和二聚体重排。发现均相钯催化的交联反应中的卤代吡啶基材的反应性与锌（II） - 悬浮的支架和相应的卤代吡啶之间的结合强度相关。这种观察是通过不利的非活性过度协调的卤代吡啶····钯物种来解释。本方法特别吸引其中底物和/或产品去活化（或部分毒物）过渡金属催化剂。

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  • 来源
    《Chemistry: A European journal》 |2017年第21期|共11页
  • 作者

    Mohamed Kadri; Jingran Hou; Vincent Dorcet; Thierry Roisnel; Lazhar Bechki; Abdellah Miloudi; Christian Bruneau; Rafael Gramage-Doria;

  • 作者单位

    Organometallics: Materials and Catalysis Laboratory Institut des Sciences Chimiques de Rennes-UMR 6226 CNRS-Université de Rennes 1 35042 Rennes Cedex (France);

    Organometallics: Materials and Catalysis Laboratory Institut des Sciences Chimiques de Rennes-UMR 6226 CNRS-Université de Rennes 1 35042 Rennes Cedex (France);

    X-ray Diffraction Centre Institut des Sciences Chimiques de Rennes-UMR 6226 CNRS-Université de Rennes 1 35042 Rennes Cedex (France);

    X-ray Diffraction Centre Institut des Sciences Chimiques de Rennes-UMR 6226 CNRS-Université de Rennes 1 35042 Rennes Cedex (France);

    Département de Chimie Université Kasdi Merbah d'Ouargla 30000 Ouargla (Algeria);

    Ecole Nationale Polytechnique d'Oran Laboratoire de Chimie Fine Université d'Oran-1 Ahmed Ben Bella 31100 Oran (Algeria);

    Organometallics: Materials and Catalysis Laboratory Institut des Sciences Chimiques de Rennes-UMR 6226 CNRS-Université de Rennes 1 35042 Rennes Cedex (France);

    Organometallics: Materials and Catalysis Laboratory Institut des Sciences Chimiques de Rennes-UMR 6226 CNRS-Université de Rennes 1 35042 Rennes Cedex (France);

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 应用化学;
  • 关键词

    noncovalent interactions; palladium; porphyrin; pyridine; salphen;

    机译：非共价相互作用;钯;卟啉;吡啶;肥沙;

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